| Sitting on Top of the World | Tim Easton | 2:54 | |
| Three Thousand Miles | Corin Raymond | 4:17 | |
| Lonesome Whistle | Billy Bragg, Joe Henry | 2:53 | |
| Let Me Die in My Footsteps | Steep Canyon Rangers | 3:23 | |
| Tumbling Dice | John Craigie, Jay Cobb Anderson, Shook Twins | 5:14 | |
| When A Cowboy Trades His Spurs For Wings | Gillian Welch, David Rawlings | 3:03 | |
| Sake of the Song | Hayes Carll | 4:44 | |
| Exit | Joe Pug | 2:57 | |
| Only a River | Bob Weir | 5:28 | |
| Clay Pigeons | Blaze Foley | 4:15 | |
| Evening | Israel Nash | 4:03 | |
| Ditch | Sam Baker | 1:56 | |
| Lazy Third Eye | Willy Tea Taylor, The River Arkansas | 4:06 | |
| Biloxi | Hiss Golden Messenger | 2:51 | |
| You Got to Me | James McMurtry | 5:23 | |
| All My Money On You | Diana Jones | 3:09 | |
| Mama Bake a Pie (Daddy Kill a Chicken) | Drive-By Truckers | 3:19 | |
| Boxcar | Shovels & Rope | 4:41 | |
| Got Your Six | Mary Gauthier | 2:38 | |
| James Alley Blues | Willie Watson | 4:06 | |
| Pilgrim (You Can't Go Home) | Dave Rawlings Machine | 7:57 | |
| Unlock more with Songs Like X Pro |
| Angeline | James McMurtry | 4:04 | |
| Too Long (I've Been Gone) | Dom Flemons | 2:53 | |
| Boundary County | Eilen Jewell | 3:45 | |
| Graveyard Fields | The Dead Tongues | 3:45 | |
| Ruby | Dave Rawlings Machine | 4:54 | |
| 12 Bar Blues | Aaron Lee Tasjan | 5:04 | |
| Sweet Georgia | Malcolm Holcombe | 3:17 | |
| Love Is Just A Wrecking Ball | Del Barber | 4:20 | |
| Little Sadie | The Dead Tongues | 3:34 | |
| I Hear Them All | Dave Rawlings Machine | 2:27 | |
| Shut It Tight (with Richard Thompson) - 2006 Remaster | T Bone Burnett, Richard Thompson | 2:58 | |
| Cigarettes Coffee and Booze | The Minus 5 | 4:24 | |
| Black Bitter Moon | Malcolm Holcombe, Iris DeMent | 2:59 | |
| Dusty Boxcar Wall | Eilen Jewell | 2:43 | |
| Song For A Deck Hands Daughter | James McMurtry | 3:30 | |
| Keep Your Hat on Jenny | Chip Taylor, Carrie Rodriguez | 3:26 | |
| Barbara's Song | Ian Noe | 3:25 | |
| Country Blues | Zoe Muth and the Lost High Rollers | 4:33 | |
| Walking Proof | Lilly Hiatt | 3:55 | |
| If I Cant Win | The Cactus Blossoms | 3:17 | |
| Wrong Way to Run | Willy Tea Taylor | 2:34 | |
| Oval Room | Blaze Foley | 4:04 | |
| Dallas | The Flatlanders | 3:01 | |
| King Cotton | The Secret Sisters | 3:12 | |
| Winter to Pry | The Deer | 4:34 | |
| Caleb Mayer | David Rawlings, Susanna Canessa | 2:51 | |
| Lovin' Arms | The Wood Brothers | 3:20 | |
| Deeper Well | David Olney | 3:07 | |
